2-[N-(2,4-Difluorophenyl)carbamoyl]-3,4,5,6-tetrafluorobenzoic acid

From reactions of bis(polyfluorophenyl)ytterbium compounds R2Yb (R = C6Fs or p-HC6F4) with trans-Rh(CO)Cl(PPh3)2, NiCl2(bpy) (bpy = 2,2'-bipyridyl), NiCl2(PPh3)2, PtCl2(bpy)2 triphenyltin chloride, iodine and mercuric chloride, the polyfluorophenyl derivatives trans-RRh(CO)(PPh3)2, R2Ni(bpy), trans-(C6F5)2Ni(PPh3)2, (C6F5)2,Pt(bpy), Ph3SnC6Fs, C6F5I and (C6FS)2,Hg have been obtained. Reduction to mercury metal accompanied formation of the last compound. Carbonation of (C6F5)2Yb in tetrahydrofuran followed by acidification yields pentafluorobenzoic acid and, surprisingly, a significant amount of 2,3,4,5-tetrafluorobenzoic acid, in which the aromatic hydrogen is substantially derived from tetrahydrofuran. Reaction of (C6F5)2Yb with pentafluorobenzoic acid followed by acidification also gives 2,3,4,5-tetrafluorobenzoic acid. Fluoride elimination is less extensive and less specific in a similar reaction of YbI2.

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Synthesis and characterization of poly(4-hydroxy-2,3,5,6-tetrafluorobenzoic acid)

Macromolecules ◽

10.1021/ma00052a002 ◽

1992 ◽

Vol 25 (26) ◽

pp. 7086-7089 ◽

Cited By ~ 4

Author(s):

Mitsuru Ueda ◽

Yuichi Noguchi ◽

Junichi Sugiyama ◽

Koichiro Yonetake ◽

Toru Masuko

Keyword(s):

Synthesis And Characterization ◽

Tetrafluorobenzoic Acid

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An Efficient Synthesis of 3,5-Dimethoxy-2,4-Difluorobenzoic Acid

Journal of Chemical Research ◽

10.3184/174751917x14902201357383 ◽

2017 ◽

Vol 41 (4) ◽

pp. 239-240 ◽

Cited By ~ 1

Author(s):

Mingguang Zhang ◽

Lin Qiu ◽

Shuitao Yu ◽

Zaixin Chen ◽

Shifa Wang

Keyword(s):

Efficient Synthesis ◽

Target Compound ◽

Reduction Of No ◽

Tetrafluorobenzoic Acid ◽

Moderate Yield

3,5-Dimethoxy-2,4-difluorobenzoic acid, as a key intermediate for preparing an impurity of moxifloxacin, was synthesised from 2,3,4,5-tetrafluorobenzoic acid in moderate yield by nitration, methoxyl substitution, reduction of NO2, diazotisation and reduction. The structures of the intermediates and the target compound were identified and determined with IR, NMR and HRMS (ESI).

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Diphenyl[mono(per)fluoracyI- und aroyl(oxy)]phosphan(oxid)e – neue Synthesen, neue Verbindungen/ Diphenyl[mono(per)fluoroacyl- and aroyl(oxy)]phosphan(oxid)es – New Synthetic Methods, New Compounds

Zeitschrift für Naturforschung B ◽

10.1515/znb-1986-0711 ◽

1986 ◽

Vol 41 (7) ◽

pp. 859-862 ◽

Cited By ~ 5

Author(s):

Heinz-Werner Hennig ◽

Peter Neu ◽

Peter Sartori

Keyword(s):

Trifluoroacetic Acid ◽

Synthetic Methods ◽

Sodium Salts ◽

H Nmr ◽

Nmr Data ◽

New Compounds ◽

Tetrafluorobenzoic Acid

AbstractDiphenylpentafluorobenzoyloxyphosphane 2 a was prepared by reacting diphenylchlorophosphane with sodium pentafluorobenzoate. Reaction of diphenylchlorophosphane with sodium salts of trifluoroacetic acid and of 4-ethoxy-2,3,5,6-tetrafluorobenzoic acid leads to diphenyl trifluoroacetyl phosphane oxide 3b and to diphenyl 4-ethoxy-2,3,5,6-tetrafluoro benzoyl phosphane oxide 3 e. IR data, 19F and 31P {1H } NMR data are given.

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